[NH2:1][C:2]1[C:3]([Cl:13])=[CH:4][C:5]([F:12])=[C:6]([NH:8][C:9](=[O:11])[CH3:10])[CH:7]=1.[Cl:14][CH2:15][S:16](Cl)(=[O:18])=[O:17].O>N1C=CC=CC=1>[Cl:13][C:3]1[C:2]([NH:1][S:16]([CH2:15][Cl:14])(=[O:18])=[O:17])=[CH:7][C:6]([NH:8][C:9](=[O:11])[CH3:10])=[C:5]([F:12])[CH:4]=1To a stirred solution of the title compound of Step B (8.10 g, 40 mmol) in pyridine (50 mL) was added chloromethylsulfonyl chloride (3.84 mL, 40.45 mmol) over 30 minutes at 0° C. After stirring at room temperature for 14 h, chloromethylsulfonyl chloride (0.38 mL, 4.05 mmol) was added to complete the reaction. Water was added so that the product precipitated. After filtration and washing with water and petroleum ether, the title compound of Step C was isolated as a bright powder (11.17 g, 89%) melting at 208-210° C. 1H NMR (Me2SO-d6) δ 10.2-10.1 (s, 1H), 9.9 (s, 1H), 8.1 (d, 1H), 7.6-7.5 (d, 1H), 5.0-4.9 (s, 2H), 2.1 (s, 3H).
Wird geladen…
